Cheyenne Crossing holiday lettings

We found 722 holiday rentals — enter your dates for availability
Discover a selection of 21 cabins and other holiday rentals in Cheyenne Crossing that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the amenities that you need and want, which might include a fireplace and a washer and dryer. At the end of the day, you're sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Cheyenne Crossing

Showing deals for:8 Jan - 15 Jan

Master bedroom full of luxury. Access to patio and hot tub. Master bath attached
Cozy, warm, great gathering area
Explore, relax, dine, hot tub...what first?!
Brand new, Gorgeous & Fully equipped kitchen.
Exceptional
(195 reviews)

Beautiful Getaway! All paved roads, garage, Snowmobile, Terry Peak, Deadwood

Lead

8% off
£2,195
for 7 nights, 1 cabin
£314 per night
includes taxes & fees
Beautiful Getaway! All paved roads, garage, Snowmobile, Terry Peak, Deadwood
Living area
Property grounds
Private kitchen
Living area
Exceptional
(11 reviews)

Enjoy the Peaceful Black Hills and Ride the Rally!

Deadwood

8% off
£4,753
for 7 nights, 1 home
£679 per night
includes taxes & fees
Enjoy the Peaceful Black Hills and Ride the Rally!
Games room
Outdoor spa tub
Living area
Property grounds
Exceptional
(65 reviews)

Black Hills SD Deadwood, Privacy, Comfort & Convenience with Breathtaking Views

Lead

8% off
£2,405
for 7 nights, 1 cabin
£344 per night
includes taxes & fees
Black Hills SD Deadwood, Privacy, Comfort & Convenience with Breathtaking Views
Greatroom, loft & dining room
Warm and inviting
Welcome to Old No. 7 Place
photo credit: Jeanne Bunkers
Exceptional
(228 reviews)

The Holidays are Coming! Don't Stay in Just Any House. Stay in a True Log Home!

Lead

8% off
£3,015
for 7 nights, 1 cabin
£431 per night
includes taxes & fees
The Holidays are Coming! Don't Stay in Just Any House. Stay in a True Log Home!
Deck
Entry
Loft sitting area
Private kitchen
Exceptional
(62 reviews)

Black Hills Terry Peak Pine Cone Lodge- 5 Bedrooms

Lead

8% off
£2,541
for 7 nights, 1 room
£363 per night
includes taxes & fees
Black Hills Terry Peak Pine Cone Lodge- 5 Bedrooms
Main Living Space
Front of house at night
Main living area
Hot tub deck patio area
Exceptional
(241 reviews)

DREAM CABIN IDEAL FOR FAMILIES OR LARGE GROUPS~ Game Room, Hot Tub, Near Trails!

Lead

8% off
£2,399
for 7 nights, 1 home
£343 per night
includes taxes & fees
DREAM CABIN IDEAL FOR FAMILIES OR LARGE GROUPS~ Game Room, Hot Tub, Near Trails!
Front Side of Lodge during Winter
Loft
Main Floor Living Room
Kitchen
Exceptional
(112 reviews)

Wishbone Lodge Near Deadwood and Terry Peak. End of Summer Special!

Lead

8% off
£1,568
for 7 nights, 1 room
£224 per night
includes taxes & fees
Wishbone Lodge Near Deadwood and Terry Peak. End of Summer Special!
Great room.
Front of cabin.
Looking down from stairs.
Closer view of front of cabin.
Exceptional
(147 reviews)

Beautiful cabin at Terry Peak, just 1/4 mile from the main lodge!

Lead

8% off
£1,890
for 7 nights, 1 cabin
£270 per night
includes taxes & fees
Beautiful cabin at Terry Peak, just 1/4 mile from the main lodge!
Fire pit off of the living room
Dining table (seats 10)close to the deck door where the grill and fire pit are
Kitchen with island that seats 5-6
Front
Exceptional
(57 reviews)

Kickback Shack Black Hills Michelson Trails, ATV & motorcycle trails, historical

Lead

8% off
£2,759
for 7 nights, 1 home
£394 per night
includes taxes & fees
Kickback Shack Black Hills Michelson Trails, ATV & motorcycle trails, historical
Majestic location, 170’ of street frontage
Protected spa with a view
Observation tower - Read a book and enjoy the view...
Great Room
Exceptional
(164 reviews)

Ideal Location- Stunning Views, Close to Skiing & Deadwood, 4 King Suites

Lead

27% off
£2,712
for 7 nights, 1 home
£387 per night
includes taxes & fees
Ideal Location- Stunning Views, Close to Skiing & Deadwood, 4 King Suites
Maitland Legacy
quiet snowy day
Terrace/patio
Interior
Kitchen area
Exceptional
(219 reviews)

COZY STREAM-SIDE CABIN CENTRALLY LOCATED IN THE NORTHERN BLACK HILLS

Lead

8% off
£1,309
for 7 nights, 1 cabin
£187 per night
includes taxes & fees
COZY STREAM-SIDE CABIN CENTRALLY LOCATED IN THE NORTHERN BLACK HILLS
Lower Level Family Room - Xbox/Games, 55 inch TV, DVD player/DVDs
Main Floor Living Area, Gas Fireplace, TV, Deck Access
Main floor kitchen (fully stocked, kuerig coffee pot, stove, oven, mircrowave)
Large wrap around deck with beautiful views.
Exceptional
(155 reviews)

Gold Claim Lodge is your home away from home on Terry Peak!

Lead

8% off
£1,519
for 7 nights, 1 cabin
£217 per night
includes taxes & fees
Gold Claim Lodge is your home away from home on Terry Peak!
House Front
Kitchen Dinning Room with 65 in flat screen.
Living Room with double sided gas fireplace.
Master Bedroom up stairs king bed.
Exceptional
(121 reviews)

Fabulous Black Hills Hideaway ~ Hot Tub ~ Quiet And Peaceful Getaway!

Lead

8% off
£1,789
for 7 nights, 1 home
£256 per night
includes taxes & fees
Fabulous Black Hills Hideaway ~ Hot Tub ~ Quiet And Peaceful Getaway!
Exterior detail
additional seating in great room.
Terrace/patio
Dining
Exceptional
(204 reviews)

Cozy Cabin located in the heart of the Black Hills, but close to Deadwood & Lead

Lead

8% off
£1,188
for 7 nights, 1 cabin
£170 per night
includes taxes & fees
Cozy Cabin located in the heart of the Black Hills, but close to Deadwood & Lead
Bathroom
Private kitchen
Living area
Interior
Exceptional
(16 reviews)

1895 Jacobs Penthouse in Historic Deadwood

Deadwood

8% off
£6,042
for 7 nights, 1 apartment
£863 per night
includes taxes & fees
1895 Jacobs Penthouse in Historic Deadwood
Interior
Terrace/patio
Exterior
Private kitchen
Very good
(5 reviews)

Vintage Villa - Charming Restored Miner's Cottage

Lead

11% off
£1,093
for 7 nights, 1 home
£156 per night
includes taxes & fees
Vintage Villa - Charming Restored Miner's Cottage
Covered offstreet parking bay/garage
Terrace/patio
Interior
Living area
Exceptional
(20 reviews)

Covered parking/3 bedrooms, sitting room, restroom w/laundry, full kitchen, deck

Lead

13% off
£1,283
for 7 nights, 1 room
£183 per night
includes taxes & fees
Covered parking/3 bedrooms, sitting room, restroom w/laundry, full kitchen, deck
Dining
Living area
Living area
Property grounds
Exceptional
(15 reviews)

Charming 3 bedroom home minutes away from Deadwood!

Lead

8% off
£1,545
for 7 nights, 1 home
£221 per night
includes taxes & fees
Charming 3 bedroom home minutes away from Deadwood!
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Cheyenne Crossing getaway

The parks and surrounding scenery provide a peaceful ambience to your holiday home in Cheyenne Crossing. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Cheyenne Crossing

Do you want to find top things to see and do during your stay? Venture out of your cosy holiday rental and check out everything that makes Cheyenne Crossing a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Terry Peak Ski Area (2.8 mi / 4.5 km)
  • Homestake Gold Mine (6.5 mi / 10.5 km)
  • Deer Mountain Ski Area (2.2 mi / 3.6 km)

Exploring the natural landscape of Cheyenne Crossing

Whether you're looking for adventure or just want to spend some time taking in the scenery, Cheyenne Crossing is a great place to get outside. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • George S. Mickelson Trail (4.3 mi / 6.9 km)
  • Spearfish Canyon Nature Area (4.7 mi / 7.5 km)
  • Mount Moriah Cemetery (9.1 mi / 14.6 km)
  • Black Hills National Forest (20.1 mi / 32.4 km)
  • White Tail Peak (12.4 mi / 19.9 km)
  • Crow Peak (12.8 mi / 20.7 km)

Transport to and around Cheyenne Crossing

The nearest airport is in Rapid City, SD (RAP-Rapid City Regional), located 44.1 mi (71 km) from the city centre.

Frequently asked questions

What is the best area to stay in Cheyenne Crossing when booking a holiday rental?
When considering a holiday rental in Cheyenne Crossing, South Dakota, the area surrounding the picturesque Spearfish Canyon is an excellent choice. This neighbourhood is renowned for its stunning natural beauty, featuring dramatic cliffs and lush forests that create a superb backdrop for outdoor activities. The nearby Spearfish Falls is a top attraction, offering a serene spot for visitors to enjoy the sounds of cascading water and the tranquility of nature.Another highlight of staying in Cheyenne Crossing is its proximity to the historic town of Deadwood, just a short drive away. This vibrant town is famous for its Wild West history and offers a range of entertainment options, including casinos, live music venues, and charming shops. The area has a variety of holiday rental properties, ranging from cosy cabins to more spacious lodges, suiting different group sizes and preferences.*You must be at least 18 years old to participate in gambling activities in the United Kingdom. Please gamble responsibly. If you feel that gambling is affecting your life, seek help from organisations such as BeGambleAware at www.begambleaware.org or call their helpline at 0808 8020 133.
How much does it cost to rent a holiday home in Cheyenne Crossing?
Prices for holiday rentals in Cheyenne Crossing vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cheyenne Crossing to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cheyenne Crossing holiday house rentals?
You can find great discounts on house rentals in Cheyenne Crossing on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in Cheyenne Crossing?
A long-stay holiday rental in Cheyenne Crossing is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Cheyenne Crossing holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cheyenne Crossing with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Cheyenne Crossing holiday rental?
Book your Cheyenne Crossing holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cheyenne Crossing?
In Cheyenne Crossing, visitors can experience a blend of natural beauty and historical significance. The area is renowned for its proximity to the scenic Black Hills, offering stunning views and numerous outdoor activities such as hiking, biking, and wildlife watching. The iconic Deadwood, just a short drive away, is famous for its rich mining history and vibrant nightlife, featuring attractions like the Adams Museum and historic Main Street.The nearby Spearfish Canyon is a must-visit, known for its breathtaking waterfalls and picturesque landscapes, making it ideal for nature enthusiasts and photographers alike. Cheyenne Crossing itself is home to charming local eateries and shops that offer a taste of the area's culture and hospitality. For those interested in Native American history, the nearby Crazy Horse Memorial is a significant attraction worth exploring, showcasing the region's heritage.
Can I change or cancel my Cheyenne Crossing home rental booking on Vrbo?
To find Cheyenne Crossing holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cheyenne Crossing holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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